Dimethyl 2-bromoisophthalate

Base Information

• Chemical Name: Dimethyl 2-bromoisophthalate
• CAS No.: 39622-80-5
• Molecular Formula: C10H9BrO4
• Molecular Weight: 273.083
• Hs Code.: 2917399090
• DSSTox Substance ID: DTXSID001192163
• Nikkaji Number: J3.158.914B
• Mol file: 39622-80-5.mol

Synonyms:Dimethyl 2-bromoisophthalate;39622-80-5;2-bromoisophthalic acid dimethyl ester;Dimethyl2-bromoisophthalate;dimethyl 2-bromobenzene-1,3-dicarboxylate;1,3-Benzenedicarboxylic acid, 2-bromo-, 1,3-dimethyl ester;MFCD17169956;1,3-Dimethyl 2-bromobenzene-1,3-dicarboxylate;1,3-Benzenedicarboxylic acid, 2-bromo-, dimethyl ester;SCHEMBL987813;DTXSID001192163;AMY28250;2-Bromoisophthalic acid dimethylester;AKOS022186051;DS-7865;SY116270;CS-0038045;FT-0690118;A24324;2-Bromo-1,3-Benzenedicarboxylic Acid Dimethyl Ester;1,?3-?Benzenedicarboxylic acid, 2-?bromo-?, 1,?3-?dimethyl ester

Chemical Property of Dimethyl 2-bromoisophthalate

Chemical Property:

• Boiling Point: 313.0±22.0 °C(Predicted)
• PSA: 52.60000
• Density: 1.505±0.06 g/cm3(Predicted)
• LogP: 2.02230
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 271.96842
• Heavy Atom Count: 15
• Complexity: 230

Purity/Quality:

97% ^*data from raw suppliers

Dimethyl 2-bromoisophthalate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=C(C(=CC=C1)C(=O)OC)Br

Technology Process of Dimethyl 2-bromoisophthalate

There total 7 articles about Dimethyl 2-bromoisophthalate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.7%

methanol (67-56-1) + 2-bromoisophthalic acid (22433-91-6) → 1,3-dimethyl 2-bromobenzene-1,3-dicarboxylate (39622-80-5)

Guidance literature:

2-bromoisophthalic acid; With thionyl chloride; for 6h; Reflux;

methanol; With triethylamine; at 0 - 20 ℃; for 2.5h;

Reference yield: 94.0%

2-bromoisophthalic acid (22433-91-6) + methyl iodide (74-88-4) → 1,3-dimethyl 2-bromobenzene-1,3-dicarboxylate (39622-80-5)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 24h; Inert atmosphere;

Reference yield:

2-aminoisophthalic acid (39622-79-2) → 1,3-dimethyl 2-bromobenzene-1,3-dicarboxylate (39622-80-5)

Guidance literature:

Multi-step reaction with 2 steps

1: (i) (diazotization), (ii) aq. CuBr

2: HCl

With hydrogenchloride;

DOI:10.1002/hlca.19720550737

upstream raw materials:

2-Bromo-m-xylene

methanol

2-bromoisophthalic acid

2-aminoisophthalic acid

Downstream raw materials:

methyl 2-ethynylisophthalate

3-carbomethoxy-2-ethynyl-α-diazoacetophenone

isopropyl methyl 4'-nitro-2-phenyl-8-methyl-6H,12H-5,11-methanodibenzo[b,f][1,5]diazocine-2',6'-dicarboxylate

tert-butyl methyl 4'-nitro-2-phenyl-8-methyl-6H,12H-5,11-methanodibenzo[b,f][1,5]diazocine-2',6'-dicarboxylate